Organic & biomolecular chemistry

Efficient synthesis of carbazoles via PtCl 2-catalyzed RT cyclization of 1-(indol-2-yl)-2, 3-allenols: scope and mechanism

W Kong, C Fu, S Ma

Index: Kong, Wangqing; Fu, Chunling; Ma, Shengming Organic and Biomolecular Chemistry, 2012 , vol. 10, # 10 p. 2164 - 2173

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Citation Number: 23

Abstract

A detailed study on the scope of the efficient PtCl2-catalyzed synthesis of carbazoles from 1- (indol-2-yl)-2, 3-allenols is described. Through isotopic labeling experiments, it is confirmed that the reaction proceeds through a unique metal carbene intermediate, which undergoes subsequent highly selective 1, 2-hydrogen migration to afford carbazoles. The reaction shows wide scope and allows the introduction of a variety of different substituents at ...